A strategy for position-selective epoxidation of polyprenols
A strategy for position-selective epoxidation of polyprenols
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DOI：
10.1021/ja801899v
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发表时间：
2008-06-25
影响因子：
15
通讯作者：
Corey, E. J.
中科院分区：
文献类型：
--
作者：
Gnanadesikan, Vijay;Corey, E. J.
基于分子内反应的内控元件的使用，开发了一种高效的聚烯烃类异戊二烯醇位选择性环氧化反应的有效策略。以底物浓度为0.5 mM的一系列聚异戊二烯醇(聚戊烯醇)为例，说明了该方法的有效性。对于在一端具有羟基功能的聚戊烯基底物，内部环氧化可以指向聚戊烯醇的双键，该双键与末端的羟基戊烯基亚单位相距四或五个。
An effective strategy has been developed for the efficient site-selective epoxidation of poylolefinic isoprenoid alcohols, based on the use of an internal control element for intramolecular reaction. The approach is illustrated by application to a series of polyisoprenoid alcohols (polyprenols) at substrate concentration of 0.5 mM. With polyprenol substrates having the hydroxyl function at one terminus, the internal epoxidation can be directed at the double bond of the polyprenol, which is either four or five away from the terminal hydroxyprenyl subunit.